I'm intrigued, fascinated, and confused by Steven H. Cullinane. He has a lot of ideas, a lot of websites, and he tries to tie together pop culture, math, literature, Harvard, and Princeton. I have absolutely no idea what he's talking about.
My guess is that his ideas are highly referential, the result of much reading over many years. He also seems to have a mathematical axe to grind, so almost everything comes back to two-dimensional shape structures. (in the form of diamond patterns)
But then, I will grant that there is a strong tradition of relating geometry and philosophy, one which the modern-educated mind is not easily able to comprehend. Paradigms. I personally have found the study of historical geometry to be quite useful, intriguing, and mind-expanding in general.
Cullinine's writings also interest me because of his heavy use of quotation and citation.